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2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

PubChem CID: 44258061

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Compound Synonyms Luteolin 5-glucoside, SCHEMBL17064117, LMPK12110637
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 186.0
Hydrogen Bond Donor Count 7.0
Pfizer 3 75 Rule True
Scaffold Graph Level CC1CC(C2CCCCC2)CC2CCCC(CC3CCCCC3)C12
Np Classifier Class Flavones
Deep Smiles OCCO[C@@H]OcccO)ccc6c=O)cco6)cccccc6)O))O)))))))))))))))C[C@H][C@@H]6O))O))O
Heavy Atom Count 32.0
Classyfire Class Flavonoids
Description Luteolin 5-glucoside is a member of the class of compounds known as flavonoid o-glycosides. Flavonoid o-glycosides are compounds containing a carbohydrate moiety which is O-glycosidically linked to the 2-phenylchromen-4-one flavonoid backbone. Thus, luteolin 5-glucoside is considered to be a flavonoid lipid molecule. Luteolin 5-glucoside is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Luteolin 5-glucoside can be found in olive, which makes luteolin 5-glucoside a potential biomarker for the consumption of this food product.
Scaffold Graph Node Level OC1CC(C2CCCCC2)OC2CCCC(OC3CCCCO3)C12
Classyfire Subclass Flavonoid glycosides
Isotope Atom Count 0.0
Molecular Complexity 714.0
Database Name fooddb_chem_all;hmdb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 3.0
Iupac Name 2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Class Flavonoids
Veber Rule False
Classyfire Superclass Phenylpropanoids and polyketides
Xlogp 0.0
Superclass Phenylpropanoids and polyketides
Subclass Flavonoid glycosides
Gsk 4 400 Rule False
Molecular Formula C21H20O11
Scaffold Graph Node Bond Level O=c1cc(-c2ccccc2)oc2cccc(OC3CCCCO3)c12
Inchi Key KBGKQZVCLWKUDQ-NFRVFMFJSA-N
Silicos It Class Soluble
Rotatable Bond Count 4.0
Synonyms Luteolin 5-glucoside, Luteolin 5-O-glucoside, 5-o-beta-d-glucopyranoside-3,4,5,7-tetrahydroxyflavone, luteolin-5-glucoside, luteolin-5-o-b-d-glucoside, luteolin-5-o-beta-d-glucopyranoside, luteolin-5-o-beta-d-glucoside, luteolin-5-o-β-d-glucoside
Esol Class Soluble
Functional Groups CO, c=O, cO, cO[C@@H](C)OC, coc
Compound Name 2-(3,4-dihydroxyphenyl)-7-hydroxy-5-[(2S,4S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Kingdom Organic compounds
Exact Mass 448.101
Formal Charge 0.0
Monoisotopic Mass 448.101
Hydrogen Bond Acceptor Count 11.0
Molecular Weight 448.4
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 5.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 False
Inchi InChI=1S/C21H20O11/c22-7-16-18(27)19(28)20(29)21(32-16)31-15-5-9(23)4-14-17(15)12(26)6-13(30-14)8-1-2-10(24)11(25)3-8/h1-6,16,18-25,27-29H,7H2/t16?,18-,19+,20?,21-/m1/s1
Smiles C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C=C(C=C3O[C@H]4C([C@H]([C@@H](C(O4)CO)O)O)O)O)O)O
Np Classifier Biosynthetic Pathway Shikimates and Phenylpropanoids
Defined Bond Stereocenter Count 0.0
Egan Rule False
Taxonomy Direct Parent Flavonoid O-glycosides
Np Classifier Superclass Flavonoids

  • 1. Outgoing r'ship FOUND_IN to/from Elsholtzia Eriostachya (Plant) Rel Props:Reference:ISBN:9788172362300
  • 2. Outgoing r'ship FOUND_IN to/from Equisetum Arvense (Plant) Rel Props:Reference:ISBN:9788185042084; ISBN:9788185042114
  • 3. Outgoing r'ship FOUND_IN to/from Ocimum Tenuiflorum (Plant) Rel Props:Reference:ISBN:9770972795006
  • 4. Outgoing r'ship FOUND_IN to/from Olea Europaea (Plant) Rel Props:Source_db:fooddb_chem_all
  • 5. Outgoing r'ship FOUND_IN to/from Pteridium Aquilinum (Plant) Rel Props:Reference:https://doi.org/10.2174/0929867033456729